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        Tributyl phosphate

        Tributyl phosphate
        Tributyl phosphate structure
        CAS No.
        126-73-8
        Chemical Name:
        Tributyl phosphate
        Synonyms
        TBP;mcs2495;tributyl;Tributyle;ANTIFOAM T;celluphos4;Celluphos 4;Phos-Ad 100;disflamolltb;Kronitex TBP
        CBNumber:
        CB4187323
        Molecular Formula:
        C12H27O4P
        Formula Weight:
        266.31
        MOL File:
        126-73-8.mol

        Tributyl phosphate Properties

        Melting point:
        -79 °C
        Boiling point:
        289 °C
        Density 
        0.979 g/mL at 25 °C(lit.)
        vapor density 
        9.2 (vs air)
        vapor pressure 
        27 mm Hg ( 178 °C)
        refractive index 
        n20/D 1.424(lit.)
        Flash point:
        380 °F
        storage temp. 
        Store below +30°C.
        solubility 
        water: soluble1ml in 165ml water
        form 
        Liquid
        color 
        Clear
        Water Solubility 
        0.6 g/100 mL
        Merck 
        14,9618
        BRN 
        1710584
        Exposure limits
        TLV-TWA 2.18 mg/m3 (0.2 ppm) (ACGIH), 5 mg/m3 (OSHA and NIOSH); IDLH 1300 mg/m3 (120 ppm) (NIOSH).
        Stability:
        Stable. Combustible. Incompatible with strong oxidizing agents. May be water sensitive.
        CAS DataBase Reference
        126-73-8(CAS DataBase Reference)
        NIST Chemistry Reference
        Tri-n-butylphosphate(126-73-8)
        EPA Substance Registry System
        Tributyl phosphate (126-73-8)
        SAFETY
        • Risk and Safety Statements
        Symbol(GHS) 
        GHS07,GHS08
        Signal word  Warning
        Hazard statements  H302-H315-H351-H412
        Precautionary statements  P273-P301+P312+P330-P280-P280h-P301+P310-P315
        Hazard Codes  Xn,F
        Risk Statements  22-38-40-62-48/20-36/37/38-11-20/22
        Safety Statements  36/37-46-45-36/37/39-16-53
        RIDADR  UN 1208 3/PG 2
        WGK Germany  2
        RTECS  TC7700000
        Autoignition Temperature 770 °F
        TSCA  Yes
        HS Code  29190010
        Toxicity LD50 orally in rats: 3.0 g/kg (Smyth, Carpenter)
        NFPA 704
        1
        3 0

        Tributyl phosphate price More Price(20)

        Manufacturer Product number Product description CAS number Packaging Price Updated Buy
        Sigma-Aldrich 00675 Tributyl phosphate for extraction analysis, ≥99.0% (GC) 126-73-8 100ml $54.4 2019-12-02 Buy
        Sigma-Aldrich 00675 Tributyl phosphate for extraction analysis, ≥99.0% (GC) 126-73-8 500ml $164 2019-12-02 Buy
        Alfa Aesar A16084 Tri-n-butyl phosphate, 98% 126-73-8 1000ml $50.4 2019-12-02 Buy
        Alfa Aesar A16084 Tri-n-butyl phosphate, 98% 126-73-8 250ml $19 2019-12-02 Buy
        Sigma-Aldrich 34108 Tributyl phosphate analytical standard 126-73-8 2ml $31.1 2019-12-02 Buy

        Tributyl phosphate Chemical Properties,Uses,Production

        Description

        On decomposition, TBP releases COx, toxic fumes of phosphoric acid, phosphorus oxides, and/or phosphine. TBP is incompatible with strong oxidising agents and alkalis. The major uses of TBP in industry are as a component of aircraft hydraulic fluid and as a solvent for rare earth extraction and purification. Minor uses of TBP include use as a defoamer additive in cement casings for oil wells, an anti-air entrainment additive for coatings and floor finishes, as well as a carrier for fluorescent dyes. The major uses of TBP comprise over 80% of the volume produced.

        Chemical Properties

        Stable, colorless liquid; odorless. Miscible with most solvents and diluents; soluble in water. Combustible.

        Physical properties

        Clear, colorless to pale yellow, odorless, slightly flammable, oily liquid

        Uses

        Tributyl phosphate is used as a plasticizer for cellulose esters, vinyl resins, and lacquers; and in making fireretardants, biocides, defoamers, and catalysts.

        Uses

        Extractant for metal complexes.1

        Uses

        Plasticizer for cellulose esters, lacquers, plastics, and vinyl resins.

        Definition

        ChEBI: A trialkyl phosphate that is the tributyl ester of phosphoric acid.

        Production Methods

        Prepared by the reaction of phosphorus oxychloride with butyl alcohol.

        Air & Water Reactions

        Water insoluble. Reacts slowly with water under basic conditions.

        Reactivity Profile

        Tributyl phosphate is incompatible with strong oxidizing agents and strong bases. Attacks some forms of plastics and rubber .

        Health Hazard

        Toxic by ingestion and inhalation, irritant to skin, bladder, eye and upper respiratory tract. May cause stimulation of the central nervous system.

        Health Hazard

        Acute
        Non-industrial:
        There are no data on the toxicity of TBP to man. The TLV is established by the American Council of Governmental Industrial Hygienists on the basis of analogy with triphenyl phosphate with which it bears some similarities in its toxic properties (ACGIH 1986).
        Industrial:
        A personal communication to ACGIH notes that workers exposed to 15 mg/m3 of TBP have complained of nausea and headache (ACGIH 1986). There are no other documented reports of deleterious effects of TBP in industrial situations.
        Chronic
        Inhibition of human erythrocyte and plasma cholinesterase is reported to be weak, even in vitro (Hayes and Sabine 1952; Sandmeyer and Kirwin 1981).

        Health Hazard

        Tributyl phosphate is a neurotoxic compound and an irritant. The toxic effects are characteristic of organic phosphates. It inhibits cholinesterase activity and causes paralysis. Inaddition,itcancausedepressionofthecentralnervoussystem,aswellasirritationofthe skin,eyes,andrespiratorypassage.Inhalation toxicity data in the literature are inconsistent.
        The oral toxicity in rats was low; the LD50 value was reported as 1189 mg/kg (NIOSH 1986).
        The pure liquid instilled into rabbits’ eyes caused severe irritation but no permanent damage. The irritation effect on the skin is mild.
        Tributyl phosphate exhibited teratogenic effects in rats. There is no report on its carcinogenicity..

        Fire Hazard

        Special Hazards of Combustion Products: Toxic fumes of PO x

        Industrial uses

        1. As an antifoaming agent.
        2. As a plasticizer for cellulose esters, lacquers, plastics, and vinyl resins.
        3. As a complexing agent in the extraction of heavy metals, especially for the extraction of metal ions from solutions of reactor products in nuclear fuel reprocessing.
        4. As an aircraft hydraulic fluid.
        5. As a heat exchange medium and dielectric.
        6. As a pigment-grinding agent.

        Safety Profile

        Poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion, inhalation, and subcutaneous routes. Experimental reproductive effects. A skin, eye, and mucous membrane irritant. Combustible when exposed to heat or flame. To fight fire, use CO2, dry chemical, fog, mist. When heated to decomposition it emits toxic fumes of POx.

        Environmental Fate

        Biological. Indigenous microbes in Mississippi River water degraded tributyl phosphate to carbon dioxide. After 4 wk, 90.8% of the theoretical carbon dioxide had evolved (Saeger et al., 1979).
        Chemical/Physical. Complete hydrolysis yields 1-butanol and phosphoric acid via the intermediates dibutyl phosphate and monobutyl phosphate (Thomas and Macaskie, 1996).

        Metabolism

        A system was developed utilizing isolated anterior forearm stratum corneum conjunctum of man to study skin penetrating capacity of a series of organic phosphates. TBP was tested in the system and was among the least penetrating of the compounds tested, only phosphoric acid and tri-o-cresyl phosphate penetrating less well. The value given was μmoles/cm2/min as the average maximum steady-state rate of penetration. In a comparative study with 3 living subjects, penetration was essentially the same as in the isolated skin preparation (Marzulli et al 1965).
        Rats given a single oral dose of [14C]-labeled TBP at 14 mg/kg excreted 50, 10, and 6% of the administered dose in the urine, exhaled air, and feces, respectively, within 24 h. A single intraperitoneal dose at the same rate resulted in 70,7, and 4% of the administered dose in the urine, exhaled air, and feces within the first 24 h (Suzuki et al 1984).
        Single oral administration of TBP to rats at 156 mg/kg led to its appearance in all the tissues in the first 30 min. The major amount was in the gastrointestinal tract where it was poorly absorbed and was rapidly eliminated. The total level of TBP in all other organs and tissues was 5.73%, but none was detected after 3 d (Khalturin and Andryushkeeva 1986).
        A single i.p. dose of TBP at 250 mg/kg to rats resulted in 11 phosphoruscontaining metabolites in the urine within 24 h. The principal metabolic pathway resulted in stepwise debutylation, through hydroxylated intermediates, to give dibutyl hydrogen phosphate and butyl dihydrogen phosphate. Butyl bis(3-hydroxybutyl) phosphate and small amounts of monohydroxylated butyl derivatives also were isolated. Several metabolites, presumably resulting from omegaoxidation of the ?-butyl moieties to give butyric acid derivatives, also were detected, the result of a secondary pathway. In addition, butyl 2-hydroxybutyl hydrogen phosphate was isolated and characterized. The administration of a possible intermediate, dibutyl 3-oxobutyl phosphate, gave a metabolic profile similar to that of dibutyl 3-hydroxybutyl phosphate, the major metabolite, thus supporting the view that this compound was on the major metabolic pathway. Separate direct administration of various hydroxylated metabolites supported the metabolic pathways proposed (Suzuki et al 1984).
        Rat liver microsomal preparations also metabolized TBP to mono- and dihydroxylated intermediates, giving dibutyl hydrogen phosphate as the terminal metabolite (Sasaki et al 1984). Microsomal preparations from goldfish liver and killifish also resulted in dibutyl 3-hydroxybutyl phosphate and dibutyl hydrogen phosphate (Sasaki et al 1985).

        Purification Methods

        The main contaminants in commercial samples are organic pyrophosphates, monoand dibutyl phosphates and butanol. It is purified by washing successively with 0.2M HNO3 (three times), 0.2M NaOH (three times) and water (three times), then fractionally distilled under vacuum. [Yoshida J Inorg Nucl Chem 24 1257 1962.] It has also been purified via its uranyl nitrate addition compound, obtained by saturating the crude phosphate with uranyl nitrate. This compound is crystallised three times from n-hexane by cooling to -40o, and then decomposed by washing with Na2CO3 and water. Hexane is removed by steam distillation; the water is then evaporated under reduced pressure, and the residue is distilled under reduced pressure. [Siddall & Dukes J Am Chem Soc 81 790 1959.] Alternatively, wash it with water, then with 1% NaOH or 5% Na2CO3 for several hours, then finally with water. Dry it under reduced pressure and fractionate it carefully under vacuum. It is a stable colourless oil, sparingly soluble in H2O (1mL dissolves in 165mL of H2O), but freely miscible in organic solvents. [Kuivila & Masterton J Am Chem Soc 74 4953 1952, Cox & Westheimer J Am Chem Soc 80 5441 1958, 31P NMR: Van Wazer J Am Chem Soc 78 5715 1956, Fertig et al. J Chem Soc 1488 1957, Beilstein 1 IV 1531.]

        Waste Disposal

        Tributyl phosphate is dissolved in a combustible solvent and is burned in a chemical incinerator equipped with an afterburner and scrubber.

        Tributyl phosphate Preparation Products And Raw materials

        Raw materials

        Preparation Products


        Tributyl phosphate Suppliers

        Global( 329)Suppliers
        Supplier Tel Fax Email Country ProdList Advantage
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        010-69755668 1139670422@qq.com China 3531 54

        View Lastest Price from Tributyl phosphate manufacturers

        Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
        2020-01-08 Tri-n-butyl phosphate
        126-73-8
        US $1.00-0.00 / KG 1KG 99% 200000KG Shaanxi Dideu Medichem Co. Ltd
        2018-12-21 Tributyl phosphate
        126-73-8
        US $1.00 / kg 1g 99% 100KG career henan chemical co
        2019-04-29 Tributyl phosphate
        126-73-8
        US $10.00 / KG 1KG 99% 500tons/month Hebei Chisure Biotechnology Co., Ltd.

        Tributyl phosphate Spectrum


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